Orthohalogen substituents dramatically enhance hydrogen bonding of aromatic ureas in solution
2014 (English)In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 50, no 5, 611-613 p.Article in journal (Refereed) Published
The phenylurea moiety is a ubiquitous synthon in supramolecular chemistry. Here we report that the introduction of chlorine or bromine atoms in the ortho positions to the urea unit is a simple and very efficient way to improve its intermolecular hydrogen bond (HB) donor character. This effect was demonstrated in solution both in the context of self-association of bis-ureas and hydrogen bonding of mono-ureas to strong HB acceptors.
Place, publisher, year, edition, pages
Royal Society of Chemistry , 2014. Vol. 50, no 5, 611-613 p.
Engineering and Technology
IdentifiersURN: urn:nbn:se:liu:diva-103278DOI: 10.1039/c3cc47447jISI: 000328650000034OAI: oai:DiVA.org:liu-103278DiVA: diva2:688511